Solution and solid state NMR characterization of synthetic imidazoles, polymeric materials and their metal complexes

ANA KARINA CHATTAH; JUAN MANUEL LÁZARO MARTÍNEZ; GUSTAVO A. MONTI

Alta Gracia

Workshop; Magnetic Resonance in a Cordubensis Perspective; 2011

Synthethic Imidazoles: The few stable crystalline hydrates known are those that have a strongly electronegative group associated with the carbonyl group since, in general, the hydrates can seldom be isolated because they readily revert to the parent aldehyde. So, we focused the study on the imidazole-2-carboxaldehyde (1) because it is an important reagent in the synthesis of active compounds. In this field, imidazole derivatives have been synthesized from 1 with relevance in medicinal chemistry. Our results allowed us to conclude that the hydrate form (1a) was stable and precipitated at pH = 8.0, and that the aldehyde form was isolated at pH = 6.5 and 9.5 (Fig. 1). Moreover, the presence of the aldehyde-hydrate form was studied through NMR experiments in D2O at both alkaline and acidic pH.1 In addition; the tautomeric forms of the 2-substituted imidazole compounds were also analyzed through NMR and X-Ray crystallographic techniques due to its importance in the reactivity of compounds in chemical processes and its effect on biological systems.